- Must visit
The Art Institute Of Chicago
One of the premier art museums in the United States, known for its Impressionist masterpieces, modern works, and iconic collections in a landmark downtown building.
Flights from Jacksonville, FL to Chicago, IL depart on average 47 times per day, taking around 2h 39m. Cheap flight tickets for this journey start at $97 (€78) if you book in advance.
There are 4 flights per day. The earliest flight runs at 00:44, the last at 23:50. The fastest flight covers the 862 miles (1388 km) distance in 2h 45m. July is the cheapest month to fly.
Distance 862 miles (1388 km) |
Average flight duration 2h 39m |
Cheapest ticket price $97 (€78) |
Flights per day 47 |
Direct flights 4 |
Fastest flight 2h 45m |
First flight 12:44 AM |
Last flight 11:50 PM |
Cheapest Month Jul |
Cheapest Day Sat |
High Season Jan - Mar |
Low Season Jul - Sep |
Busiest Day Tue |
Least Busy Day Tue |
Cheapest price
$266
Average price
$474
Fastest journey
2 h 49 m
Average duration
2 h 52 m
Flights per day
50
Distance
1388 km
The best way to find a cheap flight ticket from Jacksonville, FL to Chicago, IL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Jacksonville, FL to Chicago, IL will cost around $474 if you buy it on the day, but the cheapest tickets can be found for only $266.
Of the 50 flights that leave Jacksonville, FL for Chicago, IL onSun, May 31, 7 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sun, May 31 the direct flights cover the 1388 km distance in an average of 2 h 52 m but if you time it right, some flights will get you there in just 2 h 49 m .
On Sun, May 31 the longest flights will take 2 h 54 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.
AA3317
AA2102
AA1999 · AA3014
AA1991 · AA3014
AA1834 · AA2908
AA2102
AA4740
UA1733
UA2211
UA5452Omio recommends booking the train as it is the most popular option from Jacksonville, FL to Chicago, IL among Omio's users. If you are prioritising price take the bus with prices starting from $114. For those with little time consider booking a flight which can get you there in 2h 39m. The ticket price range depends on the travel mode: a bus costs an average of $114, and a flight costs an average of $97.
Distance: 862 miles (1388 km)
| Flight | Most popular Train | Bus | Driving |
|---|---|---|---|
$394 Average price | $327 Average price | $219 Average price Cheapest | $221 Average price (fuel + tolls) |
5h 39m Average total duration Fastest 2h 39m Onboard + 3h 0m Additional time* | 35h 14m Average total duration 34h 44m Onboard + 30m Additional time* | 23h 23m Average total duration 22h 53m Onboard + 30m Additional time* | 15h 34m Average total duration (door-to-door) |
![]() Most popular airline | ![]() Most popular train company | ![]() Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
This is compared to other travel options from Jacksonville, FL to Chicago, IL:
A bus is $107 (€87) less than a train for this route with tickets for a train from Jacksonville, FL to Chicago, IL costing on average $327 (€263).
A bus is $175 (€141) less than a flight for this route with tickets for a flight from Jacksonville, FL to Chicago, IL costing on average $394 (€317).
Other travel options to Chicago, IL take longer:
Bus takes on average 22h 53m.
Train takes on average 34h 44m.
The table below shows live departures for Jacksonville, FL to Chicago, IL flights for today, Saturday, May 30. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 12:45 PM Jacksonville, FL | 2h50 | 3:35 PM Chicago, IL | 0 transfersDirect | |
![]() | 3:32 PM Jacksonville, FL | 2h51 | 6:23 PM Chicago, IL | 0 transfersDirect | |
![]() | 4:35 PM Jacksonville, FL | 2h45 | 7:20 PM Chicago, IL | 0 transfersDirect | |
![]() | 5:03 PM Jacksonville, FL | 2h51 | 7:54 PM Chicago, IL | 0 transfersDirect | |
![]() | 5:28 PM Jacksonville, FL | 2h56 | 8:24 PM Chicago, IL | 0 transfersDirect |
Find all the dates and times for this journey
Compare bus, train, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Discover the best of Chicago — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Chicago trip today.
One of the premier art museums in the United States, known for its Impressionist masterpieces, modern works, and iconic collections in a landmark downtown building.
A world-class natural history museum famous for its dinosaur fossils, ancient cultures, and major scientific collections, including the celebrated T. rex specimen SUE.
A large interactive science museum in Hyde Park with hands-on exhibits, transportation displays, and family-friendly experiences in a grand historic building.
Chicago’s signature downtown park combines major public art, gardens, and event spaces, making it one of the city’s essential first stops for visitors.
The city’s best-known stretch of Michigan Avenue is lined with landmark buildings, shops, and hotels, and serves as a central walking route for first-time visitors.
A highly popular waterfront promenade with excellent architecture views, bridges, and easy access to boat tours. It is one of the city’s most scenic urban walks.
Chicago’s iconic thick, buttery-crust pizza baked in a deep pan with layers of cheese, toppings, and chunky tomato sauce.
An all-beef hot dog on a poppy seed bun topped with mustard, onions, relish, tomato, pickle spear, sport peppers, and celery salt.
Thin-sliced seasoned roast beef served on a long roll, often dipped in jus and topped with sweet peppers or giardiniera.
A celebrated West Loop restaurant with bold small plates, creative flavors, and a vibrant, modern atmosphere.
Chicago’s internationally renowned fine-dining destination known for highly creative tasting menus and theatrical presentation.
A classic Chicago pizzeria famous for buttery-crust deep-dish pizza and a relaxed, family-friendly atmosphere.
Moderate for a major U.S. city: casual food is reasonable, but hotels, parking, and fine dining add up fast.
Tip 18-20% at restaurants; 20%+ for great service. Bars: USD 1-2 per drink. Taxis/rideshares: 10-15%. Hotels: USD 2-5 for housekeeping; USD 1-2 per bag.
Find answers to the most common questions about traveling from Jacksonville, FL to Chicago, IL by flight. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest flight, the cheapest option, or tips for making the most of your visit at Chicago, IL, this guide helps you travel smarter and with confidence.

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